Production Method 1

372198-69-1

944896-42-8

Reaction Conditions

1.1 Reagents: Lithium hydroxide Solvents: Methanol ,  Water ;  2 h, 20 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  pH 5

Reference

Method for synthesis of 6-bromoimidazo[1,2-a]pyridine-3-carboxylic acid

, China, , ,

Production Method 2

372198-69-1

944896-42-8

Reaction Conditions

1.1 Reagents: Lithium hydroxide Solvents: Methanol ,  Tetrahydrofuran ,  Water ;  1 h, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  pH 1 - 2

Reference

Preparation of benzo-heterocycles compound as PI3K alpha kinase inhibitor

, China, , ,

Production Method 3

372198-69-1

944896-42-8

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Ethanol ,  Water ;  24 h, 50 °C

Reference

Combination of kinase inhibitors and uses thereof

, United States, , ,

Production Method 4

372198-69-1

944896-42-8

Reaction Conditions

1.1 Reagents: Lithium hydroxide Solvents: Ethanol ,  Tetrahydrofuran ;  3 d, rt
1.2 Reagents: Hydrogen ion Solvents: Water ;  neutralized

Reference

Preparation of substituted N-(1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide compounds as type III receptor tyrosine kinase inhibitors

, World Intellectual Property Organization, , ,

Production Method 5

1072-97-5

33142-21-1

944896-42-8

Reaction Conditions

1.1 Solvents: Ethanol ;  rt → 78 °C; 1 - 2 d, 78 °C; 78 °C → rt
1.2 Reagents: Sodium hydroxide Solvents: Water ;  30 min, < 35 °C; 3 - 4 h, 35 °C → 78 °C
1.3 Reagents: Hydrochloric acid Solvents: Water ;  1 - 2 h, pH 1 - 2, 0 - 5 °C

Reference

(1aR,12bS)-8-Cyclohexyl-11-fluoro-N-((1-methylcyclopropyl)sulfonyl)-1a-((3-methyl-3,8-diazabicyclo[3.2.1]oct-8-yl)carbonyl)-1,1a,2,2b-tetrahydrocyclopropa[d]indolo[2,1-a][2]benzazepine-5-carboxamide for use in treating HCV

, European Patent Organization, , ,

Production Method 6

1072-97-5

33142-21-1

944896-42-8

Reaction Conditions

1.1 Solvents: Ethanol ;  1 - 2 d, rt → 78 °C; 78 °C → rt
1.2 Reagents: Sodium hydroxide Solvents: Water ;  30 min, < 35 °C; 3 - 4 h, 35 °C → 78 °C
1.3 Reagents: Hydrochloric acid Solvents: Water ;  pH 1 - 2, 0 - 5 °C; 1 - 2 h, 0 - 5 °C

Reference

Preparation of polymorphs of kinase inhibitor [6-(2-aminobenzo[d]oxazol-5-yl)imidazo[1,2-a]pyridin-3-yl](morpholino)methanone

, World Intellectual Property Organization, , ,

Production Method 7

372198-69-1

944896-42-8

Reaction Conditions

1.1 Reagents: Lithium hydroxide Solvents: Methanol ,  Tetrahydrofuran ,  Water ;  60 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  acidified

Reference

Discovery of 3,6-disubstituted-imidazo[1,2-a]pyridine derivatives as a new class of CLK1 inhibitors

Zhang, Yun; Xia, Anjie; Zhang, Shiyu; Lin, Guifeng; Liu, Jingming; et al, Bioorganic & Medicinal Chemistry Letters, 2021, 41,

Production Method 8

372198-69-1

944896-42-8

Reaction Conditions

1.1 Reagents: Lithium hydroxide Solvents: Methanol ,  Tetrahydrofuran ,  Water ;  overnight, 60 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  pH 4

Reference

Bicyclic heteroaryls as kinase inhibitors and their preparation

, World Intellectual Property Organization, , ,

Production Method 9

474708-98-0

944896-42-8

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Ethanol ,  Water ;  12 h, 100 °C; cooled
1.2 Reagents: Hydrochloric acid Solvents: Water ;  pH 4, cooled

Reference

2,3-Disubstituted pyridine compounds as TGF-beta inhibitors and their preparation

, World Intellectual Property Organization, , ,

6-Bromoimidazo[1,2-a]pyridine-3-carboxylic acid Raw materials

• 5-bromopyridin-2-amine
• 6-bromoimidazo[1,2-a]pyridine-3-carbonitrile
• ethyl 2-chloro-3-oxo-propanoate
• Ethyl 6-bromoimidazo[1,2-a]pyridine-3-carboxylate

6-Bromoimidazo[1,2-a]pyridine-3-carboxylic acid Preparation Products

• 6-Bromoimidazo[1,2-a]pyridine-3-carboxylic acid (944896-42-8)

• 1. Emergence of cationic polyamine dendrimersomes: design, stimuli sensitivity and potential biomedical applications
  Partha Laskar,Christine Dufès Nanoscale Adv., 2021,3, 6007-6026
• 2. Exciplex emission from the mixed dimer of naphthalene and 2-cyanonaphthalene in a supersonic jet
  Aloke Das,K. K. Mahato,Chayan K. Nandi,Tapas Chakraborty,Shridhar R. Gadre,Nikhil A. Gokhale Phys. Chem. Chem. Phys., 2002,4, 2162-2168
• 3. Excitonic channels from bio-inspired templated supramolecular assembly of J-aggregate nanowires?
  Daniel Messmer,Stefan Salentinig,Jakob Heier Nanoscale, 2019,11, 6929-6938
• 4. Dissolution of cork biopolymers in biocompatible ionic liquids
  Helga Garcia,Rui Ferreira,Marija Petkovic,Jamie L. Ferguson,Maria C. Leit?o,H. Q. Nimal Gunaratne,Luís Paulo N. Rebelo Green Chem., 2010,12, 367-369
• 5. Fe3O4 nanosphere@microporous organic networks: enhanced anode performances in lithium ion batteries through carbonization?
  Byungho Lim,Jaewon Jin,Jin Yoo,Seung Yong Han,Kyeongyeol Kim,Sungah Kang,Nojin Park,Sang Moon Lee,Hae Jin Kim,Seung Uk Son Chem. Commun., 2014,50, 7723-7726

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